# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 21:13:46 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: 2,2'-ethyne-1,2-diylbis{5-[(chloroacetyl)amino]benzenesulfonic acid}
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[S](=O)(=O)c1cc(NC(=O)CCl)ccc1C#Cc2ccc(NC(=O)CCl)cc2[S](O)(=O)=O
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 EYC  EYC  '2,2'-ethyne-1,2-diylbis{5-[(chloroacetyl)amino]benzenesulfonic acid}'  ligand  44  32  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_EYC
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 EYC  O01  O   O      0  -0.435   7.1217   1.0150   1.1014
 EYC  C02  C   C      0   0.549   7.0914   1.0735  -0.1073
 EYC  C03  C   CH2    0  -0.592   8.3359   1.2605  -0.9623
 EYC  N05  N   NH1    0  -0.744   5.9698   1.0082  -0.8675
 EYC  C06  C   CR6    0   0.398   4.6369   0.9013  -0.4679
 EYC  C07  C   CR16   0  -0.336   3.6813   0.8203  -1.4830
 EYC  C08  C   CR16   0  -0.322   2.3423   0.7114  -1.1766
 EYC  C09  C   CR6    0  -0.069   1.9077   0.6827   0.1532
 EYC  C10  C   CSP    0   0.124   0.5132   0.5648   0.3783
 EYC  C27  C   CR6    0  -0.260   2.8701   0.7700   1.1641
 EYC  S28  S   S      0   1.422   2.3543   0.7557   2.8859
 EYC  O29  O   OS    -1  -0.744   1.6751  -0.5350   3.0699
 EYC  O30  O   OS     0  -0.738   3.5955   0.8786   3.6698
 EYC  O31  O   OS     0  -0.744   1.4680   1.9213   3.0190
 EYC  C32  C   CR16   0  -0.332   4.2176   0.8757   0.8632
 EYC  C11  C   CSP    0   0.162  -0.6879   0.4615   0.3518
 EYC  C12  C   C      0  -0.063  -2.0960   0.3198   0.3040
 EYC  C13  C   C1     0  -0.313  -2.8510   0.3686   1.4760
 EYC  C14  C   C1     0  -0.306  -4.2278   0.2257   1.4694
 EYC  C15  C   C      0   0.405  -4.8898   0.0294   0.2581
 EYC  N16  N   NH1    0  -0.745  -6.2685  -0.1364   0.1264
 EYC  C17  C   C      0   0.548  -7.2301  -0.1144   1.0834
 EYC  O18  O   O      0  -0.435  -7.0363   0.0724   2.2631
 EYC  C19  C   CH2    0  -0.594  -8.6104  -0.3603   0.4908
 EYC  C21  C   C1     0  -0.366  -4.1449  -0.0165  -0.9244
 EYC  C22  C   C      0  -0.279  -2.7736   0.1248  -0.9105
 EYC  S23  S   S      0   1.435  -1.8621   0.0153  -2.4610
 EYC  O24  O   OS     0  -0.741  -1.0101  -1.1719  -2.3071
 EYC  O25  O   OS    -1  -0.738  -2.8952  -0.1370  -3.5008
 EYC  O26  O   OS     0  -0.737  -1.1182   1.2791  -2.5721
 EYC  H1   H   HCH2   0   0.319   8.3549   0.5496  -1.7875
 EYC  H2   H   HCH2   0   0.329   8.3398   2.2666  -1.3833
 EYC  H4   H   HNH1   0   0.426   6.1040   1.0475  -1.8679
 EYC  H5   H   HCR6   0   0.280   3.9896   0.8433  -2.5214
 EYC  H6   H   HCR6   0   0.271   1.6046   0.6513  -1.9661
 EYC  H7   H   HCR6   0   0.296   4.9326   0.9362   1.6657
 EYC  H8   H   H      0   0.263  -2.3437   0.5221   2.4194
 EYC  H9   H   H      0   0.289  -4.7650   0.2667   2.4022
 EYC  H10  H   HNH1   0   0.428  -6.5808  -0.3012  -0.8200
 EYC  H11  H   HCH2   0   0.325  -8.8401   0.3964  -0.2592
 EYC  H12  H   HCH2   0   0.325  -8.6399  -1.3353   0.0043
 EYC  H14  H   H      0   0.287  -4.6538  -0.1719  -1.8676
 EYC  CL1  CL  CL     0  -0.122  -9.8654  -0.3155   1.7369
 EYC  CL2  CL  CL     0  -0.123   9.8105   1.0488  -0.0061

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 EYC  C19  C17  single    1.522  0.020  1.522
 EYC  O18  C17  double    1.210  0.020  1.210
 EYC  C17  N16  single    1.357  0.020  1.357
 EYC  N16  C15  single    1.395  0.020  1.395
 EYC  C14  C15  aromatic  1.394  0.020  1.394
 EYC  C14  C13  aromatic  1.384  0.020  1.384
 EYC  C15  C21  aromatic  1.398  0.020  1.398
 EYC  C13  C12  aromatic  1.395  0.020  1.395
 EYC  O30  S28  deloc     1.473  0.020  1.473
 EYC  C21  C22  aromatic  1.379  0.020  1.379
 EYC  C12  C22  aromatic  1.404  0.020  1.404
 EYC  C12  C11  single    1.416  0.020  1.416
 EYC  O31  S28  deloc     1.470  0.020  1.470
 EYC  O29  S28  deloc     1.470  0.020  1.470
 EYC  S28  C27  single    1.797  0.020  1.797
 EYC  C22  S23  single    1.802  0.020  1.802
 EYC  C11  C10  triple    1.206  0.020  1.206
 EYC  C10  C09  single    1.417  0.020  1.417
 EYC  C27  C09  aromatic  1.398  0.020  1.398
 EYC  C27  C32  aromatic  1.385  0.020  1.385
 EYC  C09  C08  aromatic  1.399  0.020  1.399
 EYC  S23  O24  deloc     1.469  0.020  1.469
 EYC  S23  O26  deloc     1.471  0.020  1.471
 EYC  S23  O25  deloc     1.474  0.020  1.474
 EYC  C32  C06  aromatic  1.396  0.020  1.396
 EYC  C08  C07  aromatic  1.378  0.020  1.378
 EYC  C06  C07  aromatic  1.396  0.020  1.396
 EYC  C06  N05  single    1.396  0.020  1.396
 EYC  N05  C02  single    1.357  0.020  1.357
 EYC  C02  O01  double    1.210  0.020  1.210
 EYC  C02  C03  single    1.521  0.020  1.521
 EYC  C03  H1   single    0.970  0.020  1.090
 EYC  C03  H2   single    0.970  0.020  1.090
 EYC  N05  H4   single    0.860  0.020  1.020
 EYC  C07  H5   single    0.930  0.020  1.080
 EYC  C08  H6   single    0.930  0.020  1.080
 EYC  C32  H7   single    0.930  0.020  1.080
 EYC  C13  H8   single    0.930  0.020  1.080
 EYC  C14  H9   single    0.930  0.020  1.080
 EYC  N16  H10  single    0.860  0.020  1.020
 EYC  C19  H11  single    0.970  0.020  1.090
 EYC  C19  H12  single    0.970  0.020  1.090
 EYC  C21  H14  single    0.930  0.020  1.080
 EYC  C19  CL1  single    1.769  0.020  1.769
 EYC  C03  CL2  single    1.770  0.020  1.770

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 EYC  N05  C02  C03  111.55  3.000
 EYC  C03  C02  O01  123.14  3.000
 EYC  N05  C02  O01  125.31  3.000
 EYC  CL2  C03  H2   108.41  3.000
 EYC  CL2  C03  H1   108.45  3.000
 EYC  H2   C03  H1   108.03  3.000
 EYC  CL2  C03  C02  111.29  3.000
 EYC  H2   C03  C02  109.47  3.000
 EYC  H1   C03  C02  111.09  3.000
 EYC  H4   N05  C06  114.43  3.000
 EYC  H4   N05  C02  116.31  3.000
 EYC  C06  N05  C02  129.26  3.000
 EYC  C32  C06  C07  119.12  3.000
 EYC  C07  C06  N05  116.73  3.000
 EYC  C32  C06  N05  124.15  3.000
 EYC  H5   C07  C08  119.43  3.000
 EYC  H5   C07  C06  120.05  3.000
 EYC  C08  C07  C06  120.52  3.000
 EYC  H6   C08  C09  118.71  3.000
 EYC  H6   C08  C07  120.30  3.000
 EYC  C09  C08  C07  120.98  3.000
 EYC  C27  C09  C10  124.57  3.000
 EYC  C27  C09  C08  118.16  3.000
 EYC  C10  C09  C08  117.27  3.000
 EYC  C11  C10  C09  180.00  3.000
 EYC  C32  C27  S28  119.21  3.000
 EYC  C32  C27  C09  121.15  3.000
 EYC  S28  C27  C09  119.63  3.000
 EYC  O31  S28  O30  113.18  3.000
 EYC  O31  S28  O29  113.97  3.000
 EYC  O30  S28  O29  113.32  3.000
 EYC  O29  S28  C27  105.04  3.000
 EYC  O31  S28  C27  104.68  3.000
 EYC  O30  S28  C27  105.50  3.000
 EYC  H7   C32  C27  119.25  3.000
 EYC  H7   C32  C06  120.69  3.000
 EYC  C27  C32  C06  120.06  3.000
 EYC  C12  C11  C10  180.00  3.000
 EYC  C22  C12  C13  118.05  3.000
 EYC  C22  C12  C11  121.53  3.000
 EYC  C13  C12  C11  120.42  3.000
 EYC  H8   C13  C14  119.02  3.000
 EYC  H8   C13  C12  118.93  3.000
 EYC  C14  C13  C12  122.05  3.000
 EYC  H9   C14  C15  121.39  3.000
 EYC  H9   C14  C13  119.20  3.000
 EYC  C15  C14  C13  119.40  3.000
 EYC  C21  C15  N16  116.28  3.000
 EYC  C21  C15  C14  119.10  3.000
 EYC  N16  C15  C14  124.62  3.000
 EYC  H10  N16  C17  116.38  3.000
 EYC  H10  N16  C15  114.42  3.000
 EYC  C17  N16  C15  129.19  3.000
 EYC  C19  C17  O18  123.35  3.000
 EYC  O18  C17  N16  125.22  3.000
 EYC  C19  C17  N16  111.44  3.000
 EYC  CL1  C19  H12  108.53  3.000
 EYC  CL1  C19  H11  108.52  3.000
 EYC  H12  C19  H11  107.95  3.000
 EYC  CL1  C19  C17  111.41  3.000
 EYC  H12  C19  C17  110.04  3.000
 EYC  H11  C19  C17  110.30  3.000
 EYC  H14  C21  C22  119.40  3.000
 EYC  H14  C21  C15  119.40  3.000
 EYC  C22  C21  C15  121.20  3.000
 EYC  S23  C22  C21  119.23  3.000
 EYC  S23  C22  C12  120.56  3.000
 EYC  C21  C22  C12  120.19  3.000
 EYC  O26  S23  O25  112.96  3.000
 EYC  O25  S23  O24  113.39  3.000
 EYC  O26  S23  O24  114.14  3.000
 EYC  O25  S23  C22  105.00  3.000
 EYC  O26  S23  C22  105.58  3.000
 EYC  O24  S23  C22  104.61  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 EYC  CONST_01  C09  C27  C32  C06     0.00   0.0  0
 EYC  CONST_02  C09  C08  C07  C06     0.00   0.0  0
 EYC  CONST_03  C27  C09  C08  C07     0.00   0.0  0
 EYC  CONST_04  C27  C32  C06  C07     0.00   0.0  0
 EYC  CONST_05  C32  C27  C09  C08     0.00   0.0  0
 EYC  CONST_06  C32  C06  C07  C08     0.00   0.0  0
 EYC  CONST_07  C15  C14  C13  C12     0.00   0.0  0
 EYC  CONST_08  C15  C21  C22  C12     0.00   0.0  0
 EYC  CONST_09  C21  C15  C14  C13     0.00   0.0  0
 EYC  CONST_10  C21  C22  C12  C13     0.00   0.0  0
 EYC  CONST_11  C22  C21  C15  C14     0.00   0.0  0
 EYC  CONST_12  C22  C12  C13  C14     0.00   0.0  0
 EYC  CONST_13  C27  C32  C06  N05   180.00   0.0  0
 EYC  CONST_14  C08  C07  C06  N05   180.00   0.0  0
 EYC  CONST_15  S28  C27  C32  C06   180.00   0.0  0
 EYC  CONST_16  C10  C09  C08  C07   180.00   0.0  0
 EYC  CONST_17  S28  C27  C09  C08   180.00   0.0  0
 EYC  CONST_18  C32  C27  C09  C10   180.00   0.0  0
 EYC  CONST_19  C14  C13  C12  C11   180.00   0.0  0
 EYC  CONST_20  C21  C22  C12  C11   180.00   0.0  0
 EYC  CONST_21  N16  C15  C14  C13   180.00   0.0  0
 EYC  CONST_22  S23  C22  C12  C13   180.00   0.0  0
 EYC  CONST_23  S23  C22  C21  C15   180.00   0.0  0
 EYC  CONST_24  C22  C21  C15  N16   180.00   0.0  0
 EYC  CONST_25  H6   C08  C07  C06   180.00   0.0  0
 EYC  CONST_26  H7   C32  C06  C07   180.00   0.0  0
 EYC  CONST_27  H5   C07  C08  C09   180.00   0.0  0
 EYC  CONST_28  H9   C14  C13  C12   180.00   0.0  0
 EYC  CONST_29  H14  C21  C22  C12   180.00   0.0  0
 EYC  CONST_30  H8   C13  C14  C15   180.00   0.0  0
 EYC  CONST_31  C32  C06  N05  C02     0.00   0.0  0
 EYC  CONST_32  C07  C06  N05  C02   180.00   0.0  0
 EYC  CONST_33  C17  N16  C15  C14     0.00   0.0  0
 EYC  CONST_34  C21  C15  N16  C17   180.00   0.0  0
 EYC  CONST_35  H4   N05  C06  C07     0.00   0.0  0
 EYC  CONST_36  H10  N16  C15  C14   180.00   0.0  0
 EYC  CONST_37  C06  N05  C02  O01     0.00   0.0  0
 EYC  CONST_38  C06  N05  C02  C03   180.00   0.0  0
 EYC  CONST_39  C19  C17  N16  C15   180.00   0.0  0
 EYC  CONST_40  O18  C17  N16  C15     0.00   0.0  0
 EYC  Var_01    O30  S28  C27  C09  -179.29  30.0  3
 EYC  Var_02    O24  S23  C22  C12    62.36  30.0  2
 EYC  Var_03    CL2  C03  C02  O01    11.53  30.0  3
 EYC  Var_04    CL1  C19  C17  N16  -179.44  30.0  1

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 EYC  plan-1  N05  0.020
 EYC  plan-1  C06  0.020
 EYC  plan-1  C07  0.020
 EYC  plan-1  C08  0.020
 EYC  plan-1  C09  0.020
 EYC  plan-1  C10  0.020
 EYC  plan-1  C27  0.020
 EYC  plan-1  S28  0.020
 EYC  plan-1  C32  0.020
 EYC  plan-1  C11  0.020
 EYC  plan-1  H5   0.020
 EYC  plan-1  H6   0.020
 EYC  plan-1  H7   0.020
 EYC  plan-2  C10  0.020
 EYC  plan-2  C11  0.020
 EYC  plan-2  C12  0.020
 EYC  plan-2  C13  0.020
 EYC  plan-2  C14  0.020
 EYC  plan-2  C15  0.020
 EYC  plan-2  N16  0.020
 EYC  plan-2  C21  0.020
 EYC  plan-2  C22  0.020
 EYC  plan-2  S23  0.020
 EYC  plan-2  H8   0.020
 EYC  plan-2  H9   0.020
 EYC  plan-2  H14  0.020
 EYC  plan-3  O01  0.020
 EYC  plan-3  C02  0.020
 EYC  plan-3  C03  0.020
 EYC  plan-3  N05  0.020
 EYC  plan-3  C06  0.020
 EYC  plan-3  H4   0.020
 EYC  plan-4  C15  0.020
 EYC  plan-4  N16  0.020
 EYC  plan-4  C17  0.020
 EYC  plan-4  O18  0.020
 EYC  plan-4  C19  0.020
 EYC  plan-4  H10  0.020

